Il Gabbiano, Sicily
Certain cultures lend themselves perfectly to villa living, namely those where daily life — invigorating walks, healthful meals, deep rest — takes on import greater than the sum of its parts. Such a place is the Italian island of Sicily, equal parts long tradition and living for today. Rambling to the market for olives and fresh goat cheese, sniffing the steam from baking bread, drinking Marsala wine bottled down the road as you look over the water, it all adds up to an experience that feels less like a vacation and more like a life well spent. Set that in the villa called Il Gabbiano, built into the cliffs with private stairways down to the Tyrrhenian Sea, and the island life becomes a celebration.
Sleeps 5; rates from $2,600.